ETHYL 3-PHENYLGLYCIDATE Chemical Properties

Melting point:

17-18 °C

Boiling point:

96 °C/0.5 mmHg (lit.)

Density 

1.102 g/mL at 25 °C (lit.)

vapor pressure 

0.12Pa at 24℃

FEMA 

2454 | ETHYL 3-PHENYLGLYCIDATE

refractive index 

n20/D 1.518(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Insoluble in water

form 

Liquid

color 

Clear colorless to yellow

Odor

at 100.00 %. sweet strawberry berry floral tropical

Odor Type

fruity

Water Solubility 

748.4mg/L at 24℃

Sensitive 

Moisture Sensitive

JECFA Number

1576

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

LogP

2.4 at 20℃

CAS DataBase Reference

121-39-1(CAS DataBase Reference)

EPA Substance Registry System

Ethyl 3-phenylglycidate (121-39-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

23-24/25

WGK Germany 

2

RTECS 

MB4970000

TSCA 

Yes

HS Code 

29189990

Hazardous Substances Data

121-39-1(Hazardous Substances Data)

Toxicity

The acute oral LD₅₀ value in rats was reported as 2.3 ml/kg (2.0-2.6 ml/ kg) (Shelanski, 1973b). The acute dermal LD₅₀ value in rabbits was reported as > 5 g/kg (Shelanski, 1973a).

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

ETHYL 3-PHENYLGLYCIDATE Usage And Synthesis

Chemical Properties

pale yellow liquid

Chemical Properties

Ethyl 3-Phenylglycidate is a colorless liquid with a strawberry-like odor.
It is prepared by treating ethyl cinnamatewith peracetic acid or by condensation of benzaldehyde with ethyl chloroacetate (in the aforementioned Darzens reaction, R == H).Theglycidate is used as a long-lasting fragrancematerial for creating harmonic, fruity notes in household and fine fragrances.

Chemical Properties

Ethyl 3-phenylglycidate has a strong, fruity odor suggestive of strawberry with a corresponding sweet flavor.

Occurrence

Apparently has not been reported to occur in nature.

Uses

Ethyl 3-Phenyloxirane-2-carboxylate is used in preparation method of early-strength viscosity-breaking Polycarboxylate water reducer containing three viscosity-breaking group and used as concrete additive.

Definition

ChEBI: Ethyl phenylglycidate is an epoxide and a carboxylic acid.

Preparation

Usually prepared by the reaction of benzaldehyde and the ethyl ester of monochloracetic acid in the presence of an alkaline condensing agent; by reacting the silver salt of phenyl glycidic acid with ethyl iodide.

Aroma threshold values

Detection: 8.5 ppm

Taste threshold values

Taste characteristics at 30 ppm: sweet, fruity and berry with dried fruit and floral nuance.

Synthesis Reference(s)

Synthetic Communications, 12, p. 355, 1982 DOI: 10.1080/00397918209408010

General Description

Clear pale yellow or yellow liquid.

Air & Water Reactions

Slightly water soluble.

Reactivity Profile

Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Fire Hazard

ETHYL 3-PHENYLGLYCIDATE is probably combustible.

Flammability and Explosibility

Non flammable

Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

ETHYL 3-PHENYLGLYCIDATE(121-39-1)Related Product Information

• Glycidol
• (2R,3R)-3-PHENYLGLYCIDOL
• DL-GLYCERIC ACID
• Ethyl propionate
• ETHYL 3-PHENYLGLYCIDATE
• Ethyl 3-methyl-3-phenylglycidate
• ETHYL 3-(4-ISOBUTYLPHENYL)-3-METHYL GLYCIDATE
• ethyl-2-phenylglycidate
• ETHYL-3,4-DICHLOROPHENYL GLYCIDATE
• 3-(3-CYANO-PHENYL)-3-METHYL-OXIRANE-2-CARBOXYLIC ACID ETHYL ESTER
• ETHYL-3-PHENYLGLYCIDATE, CIS TRANS 92%
• AURORA KA-2972
• ETHYL-2,4-DICHLOROPHENYL GLYCIDATE
• TOSLAB 22668
• (2R,3S)-3-(4-CHLORO-PHENYL)-2-METHYL-OXIRANE-2-CARBOXYLIC ACID ETHYL ESTER
• ETHYL 3-(6-METHOXY-2-NAPHTHYL)-3-METHYL GLYCIDATE
• AURORA KA-2973